Process of producing glycin derivatives.



UNITED STATES PATENT OFFICE.

GEORGES. IMBERT, OF NUREMBERG, GERMANY.

PROCESS OF PRODUCING GLYGIN DERIVATIVES.

Specification of Letters Patent.

Patented July 21, 1908.

Application filedl'une 22, 1.907. Serial-No. 380,346.

clear, and exact description.

The present-invention consists of animproved process .for producing aromatic glycin derivatives. i

Aromatic glycins have hitherto been produced by condensing aromatic amins with monohalogen-acetic-acid derivatives. My ex eriments have shown, however, that diha ogen-ethoXy-ethylenes' may be advanabout 90% of 10% of phony -glycin-anilid, which may be tageously substituted for the latter derivatives, the dihalogen-ethoxy-ethylenes having been shown by-me elsewhere, to'be easily' accessible bodies. I

The generation of the aromatic glycin- (lerivatiyes from dihalogen-ethox -ethylenes may be explained by assuming t at the latter are converted by intermediary reaction into monohalogen acetic ether or ester, thus:

The reaction is carried out advantageously (ca 3 gr.-mol.) and 100 liters-of water are boiled in circulation for a period of 24 hours. At the conclusion of the reaction the un'- changed parts are driven off by means of steam: the residue will contain a mixture of henyl-glycin-ester and about separated from-each other by the known methods.

Example II: 230 kg. of dibrom-ethoxyethylene (about 1 gr.-mol.) 300 kg. of anilin (about 3 gr.-mol.) and 300 liters of about 85% alcohol are heated to about 150 C.'in

an autoclave for a period of about 12 hours and the process completed in the manner described with reference to Example I.

It was also found that the quantity of the aromatic amin'in circulation can be, reduced by reconverting the chlorid salt generated to free amin, by the addition from time to time of an acid-binding medium. Care should however be taken that no surplus of the acid-bindin substances is resent.

Example III: 140 kg. of ichlor-ethoxyethylene (about 1 gram-mol.) 100 kg. ofanilin (about 1 gram-mol.), 100 liters of water and 5 kg. of concentrated hydrochloric acid are boiled in circulation until the result of the reaction will turn congo-paper blue. Carbonate of calcium is now gradually added in such quantities as not to convert more than of the hydrate of chlorin, present at any time, into anilin: the boiling is then continued. The developments can be accurately followed by titration. The reaction will be complete in about 24 hours.

I claim as my invention:

1. A process for generating the aromatic lycin-derivatives, which consists in heating lihalogenethoxyethylenes with a surplus of aromatic amins.- v

2. A process for generating the aromatlc glycin-de'rivatives, which consists in heating dihalo enethoxyethylenes with aromatic amins in 51o proportion of 1:1 gr. mol. and adding acid binding substances during the reaction. I

In testimony whereof I afiix my signature in the presence of two witnesses.

GEORGES 'IMBERT. 

